Download PDF
Synlett 1990; 1990(10): 621-623
DOI: 10.1055/s-1990-21189
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

A New Synthesis of Primary Amines Using tert-Butylamine as an Ammonia Equivalent: The Triflic Acid Catalysed Removal of N-tert-Butyl Groups from Carbamates

Martyn J. Earle* , Robin A. Fairhurst, Harry Heaney, George Papageorgiou
  • *Department of Chemistry, Loughborough University of Technology, Leicestershire, LE11 3TU, England
Further Information

Publication History

Publication Date:
08 March 2002 (online)

  PDF Download  Permissions and Reprints All articles of this category

The interaction of 1 mol% of triflic acid (trifluoromethanesulfonic acid) with a range of N-substituted N-tert butylcarbamates in acetonitrile results in the removal of the tert-butyl group to give carbamate-protected primary amines in high yield. The stereochemistry α to a ketone carbonyl function is unaffected.

      >